48 hours in Cheltenham and Cotswolds suggested itinerary

Inspire Me

  1. Suggested Cheltenham itineraries
    Looking for some inspiration to help plan your stay in Cheltenham? These suggested itineraries will help you to discover the unmissable highlights of the most Regency town in Britain and hidden gems, loved by locals.
  2. What's On in Cheltenham
    The most comprehensive Cheltenham 2025 what's on guide ft. the best things to do and events in Cheltenham, Cotswolds and Gloucestershire. Use our interactive event finder to help.
  3. Things To Do in Cheltenham
    Looking for things to do in Cheltenham? Get the latest information on attractions, activities, tours & sightseeing, shopping in Cheltenham and more.
  4. Restaurants and bars in Cheltenham
    Choose one of our many places to eat and drink in Cheltenham, whether it's coffee and cake, a bite to eat at lunch or dinner and cocktails...
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Highlights

Chaplais Kitchen exterior and outdoor seating

Chaplais Kitchen

Chaplais Kitchen is located in Montpellier and opened it’s doors back in 2019, it’s the culinary…

Afternoon tea at The Find

The Find

An extraordinary coffee house serving artisan coffees and beverages, superb foods and delicacies of…

Nailsworth

Nailsworth

Nailsworth is a lively, artistic town full of surprises, nestling in a wooded valley and is…

Jockey at Cheltenham Racecourse

Cheltenham Racecourse

Nestled in 360 spectacular acres in the beautiful Cotswold hills, Cheltenham Racecourse is the…

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Number of results: 148

, currently showing 121 to 140.

  1. Add Compass Holidays (Trade) to your Itinerary

    Compass Holidays (Trade)

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 09:00 - 17:00

    A unique and active holiday with Compass Holidays allows you to get under the skin of the history, culture and natural beauty of some of the world’s most iconic and stunning locations...

  2. Add Discover Paddling to your Itinerary

    Discover Paddling

    Type

    Type:

    Paddleboarding

    The Docks, Gloucester

    Award-winning Kayaking and Paddleboarding taster sessions and tours in Gloucester Dock and surrounding waterways. 

  3. Add Swing Jive Dance Class to your Itinerary

    Swing Jive Dance Class

    Type

    Type:

    Dancing

    Cheltenham

    Dates

    Learn Swing Jive. Classes for beginners and Intermediates. No partner required, have fun and get fit while increasing your social life.

  4. Add Leckhampton Hill and Charlton Kings Common to your Itinerary

    Leckhampton Hill and Charlton Kings Common

    Type

    Type:

    Viewpoint

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Leckhampton Hill and Charlton Kings Common lie within the Cotswolds Area of Outstanding Natural Beauty. The main aspect of the hill is visible from many parts of Cheltenham. It is a cherished landscape feature for residents and visitors.

  5. Add CLC Health & Fitness Centre to your Itinerary

    CLC Health & Fitness Centre

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Health & Fitness Centre based at Cheltenham Ladies College...

  6. Add Sibling Distillery to your Itinerary

    Sibling Distillery

    Type

    Type:

    Distillery

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Sibling Distillery is a family run Cheltenham businesses. Here you can enjoy award winning gin and beer from the onsite shop and distillery tours.

  7. Paint Festival Art Tour

    Type

    Type:

    Open Studios & Art Trails

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Pop on your trainers, grab an E-scooter or hop on your bike and enjoy a 5+ mile walk around Regency Cheltenham, taking in the many years of fantastic street art on display.

  8. Add Contrast Wellness to your Itinerary

    Contrast Wellness

    Type

    Type:

    Spa and Relaxation

    Cheltenham

    A dedicated recovery and wellness studio, here to help you be at your peak.

  9. Add Briery Hill Llamas to your Itinerary

    Briery Hill Llamas

    Type

    Type:

    Outdoor

    Newent

    Dates

    Visit the Briery Hill llama farm for an unforgettable and unique experience. You can either be a Llama Farmer for a whole day or choose an afternoon experience taking a llama for a walk.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  10. Add Brizen Farm Playing Field to your Itinerary

    Brizen Farm Playing Field

    Type

    Type:

    Outdoors

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Brizen Young People's Centre is situated on Up Hatherley Way. It is within walking distance of Morrisons, incase you need to buy drinks, snacks or use the toilet.

  11. Add Lindy Hop Dance Classes to your Itinerary

    Lindy Hop Dance Classes

    Type

    Type:

    Dancing

    Cheltenham

    Dates

    Learn to Lindy Hop, a Swing Dance from the 1930's, to the music of Big Bands and Jazz.

  12. Add Paint it Yourself Pottery Co. to your Itinerary

    Paint it Yourself Pottery Co.

    Type

    Type:

    Ceramics and Pottery

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Unleash your creative side! Take along your family for a unique painting experience...

  13. Add Treasure Trails Gloucestershire to your Itinerary

    Treasure Trails Gloucestershire

    Type

    Type:

    Walking Tour

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Solve the clues to see the sights. Choose from Treasure Hunts, Murder Mystery and Spy Mission Trails...

  14. Add Gloucester Boat Hire to your Itinerary

    Gloucester Boat Hire

    Type

    Type:

    Boat Trip

    Gloucester

    Self-drive electric motorboats that can be hired from the Barge Arm of the docks.
    Prices from £30. Boats seat up to 8 people.

    Open year-round and accept online bookings.

  15. Add Cotswold Photography Tours - Classic Photography Tour Experience to your Itinerary

    Cotswold Photography Tours - Classic Photography Tour Experience

    Type

    Type:

    Photography

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 08:00 - 21:00

    Tour by vehicle with short explorations of Cotswold villages and surrounding areas
    Develop your photo skills!
    Any camera, any photo experience (or none) !
    Individual and small group experience (maximum group size of 6)
    Flexible tour times and…

  16. Add Museum of Gloucester to your Itinerary

    Museum of Gloucester

    Type

    Type:

    Museum

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Found within the City of Gloucester is an internationally important collection of treasures of over 750,000 objects. The Museum of Gloucester tells the story of the city’s origins as a Roman settlement and its subsequent development through the Dark…

  17. Add ClubKickbox to your Itinerary

    ClubKickbox

    Type

    Type:

    Fitness

    Cheltenham

    ClubKickbox is an exclusive members-only club providing 50-minute high-intensity Kickboxing fitness classes for all levels in a unique state of the art nightclub setting.

  18. Add Boulders Cheltenham to your Itinerary

    Boulders Cheltenham

    Type

    Type:

    Sport/Leisure Centre

    Tewkesbury Road, Cheltenham

    As the only dedicated bouldering centre in Cheltenham, Boulders offers opportunities for 'Give it a Go' sessions for adults and children as well as monthly memberships for regular climbing enthusiasts.

  19. Add Curious About Cheltenham to your Itinerary

    Curious About Cheltenham

    Cheltenham

    Dates

    Discover Cheltenham's "hidden treasures" with Curious About Cheltenham – quirky heritage walks for the curious.

Statues